Dimethyl Sulfoxide → HCID 12852222, 화합물

HRID 1065526노트

반응식

HRID 1065526 반응식
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]2[CH:21]=[CH:20][C:13]([O:14][CH:15]([CH3:19])[C:16]([OH:18])=[O:17])=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.C(=O)(O)[O-].[Na+].C(Br)(C)(C)C.[CH3:34][S:35]([CH3:37])=O>C(OCC)(=O)C>[CH3:34][S:35][CH2:37][O:17][C:16](=[O:18])[CH:15]([O:14][C:13]1[CH:12]=[CH:11][C:10]([O:9][C:6]2[CH:5]=[CH:4][C:3]([C:2]([F:22])([F:23])[F:1])=[CH:8][CH:7]=2)=[CH:21][CH:20]=1)[CH3:19]

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 10485t-Butyl bromideHCID 181206TrifopHCID 516892Sodium Bicarbonate

생성물 1

HCID 12852222HCID 12852222, 화합물

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

100 g (0.03 mol) of 2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenoxy]-propionic acid and 252 g (3.0 mol) of sodium bicarbonate are suspended in 2.5 liters of dimethyl sulphoxide and thereafter treated slowly with 336.5 ml (3.0 mol) of tert.butyl bromide. The mixture is stirred at room temperature overnight. The mixture, including the separated thick precipitate, is subsequently taken up in 5 liters of ethyl acetate. The ethyl acetate solution is washed twice with 1 liter of water, dried over sodium sulphate and evaporated. The residue is chromatographed on a 10-fold amount of silica gel with hexane/ethyl acetate (7:1) and the eluate is evaporated. There is obtained 2-[p-[(α,α,α-trifluoro-p-tolyl)oxy]phenoxy]-propionic acid [(methylthio)methyl]ester in the form of an oil.

후처리

  1. washThe ethyl acetate solution is washed twice with 1 liter of water
  2. dry with materialdried over sodium sulphate
  3. customevaporated
  4. customThe residue is chromatographed on a 10-fold amount of silica gel with hexane/ethyl acetate (7:1)
  5. customthe eluate is evaporated

출처 및 근거

ORD 기록
ord-d8a0452934fe412f9dff6383791f9f12
출처 데이터셋
uspto-grants-1982_05
특허 번호
US04329488

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